Cayman Islands

$150+ Cheap flights from Maryland to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Jan 26 — Feb 21
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Cheap flight deals from Maryland to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Maryland (USMD) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$431
(Kiwi.com)

One-way from

$150
(Trip.com)

Good round-trip deal

$729 or less
From Maryland to Cayman Islands
One-way flight from Maryland to Cayman Islands
Price to beat on a round-trip flight from Maryland to Cayman Islands.

Find flight deals from Maryland to Cayman Islands

Cheapest flights from Maryland to Cayman Islands
Explore the most affordable flight options available from Maryland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/185:42 pmBWI - GCM
1 stop22h 28mMultiple Airlines
Thu 2/2011:30 amGCM - BWI
1 stop7h 21mMultiple Airlines
Deal found 1/20$431
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/196:03 amBWI - GCM
1 stop8h 57mAmerican Airlines
Wed 2/263:20 pmGCM - BWI
1 stop8h 58mAmerican Airlines
Deal found 1/21$442
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/56:00 amPHL - GCM
1 stop10h 10mMultiple Airlines
Tue 2/1111:30 amGCM - PHL
1 stop22h 24mMultiple Airlines
Deal found 1/21$448
This Air Canada deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/164:25 pmPHL - GCM
1 stop22h 35mAir Canada
Fri 3/213:00 pmGCM - PHL
2 stops22h 50mAir Canada
Deal found 1/20$450
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/512:42 pmIAD - GCM
Nonstop3h 28mUnited Airlines
Sat 4/124:15 pmGCM - IAD
Nonstop3h 23mUnited Airlines
Deal found 1/21$513
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/24:35 pmIAD - GCM
1 stop27h 10mMultiple Airlines
Sat 4/511:30 amGCM - IAD
1 stop9h 05mMultiple Airlines
Deal found 1/21$514
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/52:35 pmIAD - GCM
1 stop23h 50mAir Canada
Sun 4/132:40 pmGCM - IAD
1 stop22h 06mAir Canada
Deal found 1/21$515
This American Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/88:14 pmIAD - GCM
1 stop16h 21mAmerican Airlines
Thu 5/82:55 pmGCM - IAD
1 stop7h 58mAmerican Airlines
Deal found 1/21$516
This Air Canada deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/284:35 pmDCA - GCM
2 stops20h 20mAir Canada
Mon 6/212:45 pmGCM - DCA
2 stops20h 34mAir Canada
Deal found 1/21$520
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amDCA - GCM
1 stop6h 42mDelta
Sat 11/11:02 pmGCM - DCA
1 stop6h 20mDelta
Deal found 1/20$528
This Delta deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/176:00 amIAD - GCM
1 stop6h 38mDelta
Wed 3/191:03 pmGCM - IAD
1 stop10h 28mDelta
Deal found 1/21$528
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/246:44 amDCA - GCM
1 stop5h 46mAmerican Airlines
Mon 5/53:20 pmGCM - DCA
1 stop7h 38mAmerican Airlines
Deal found 1/20$541

Find flights from Maryland to Cayman Islands within your budget

Customize your flight search to find flights from Maryland to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Tue 2/18

5:42 pm-4:10 pm

1 stop22h 28m

George Town Owen Roberts Intl

Thu 2/20

11:30 am-6:51 pm

1 stop7h 21m

$431

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Wed 2/19

6:03 am-3:00 pm

1 stop8h 57m

George Town Owen Roberts Intl

Wed 2/26

3:20 pm-12:18 am

1 stop8h 58m

$442

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Wed 2/5

6:00 am-4:10 pm

1 stop10h 10m

George Town Owen Roberts Intl

Tue 2/11

11:30 am-9:54 am

1 stop22h 24m

$448

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 3/16

3:30 pm-2:00 pm

2 stops23h 30m

George Town Owen Roberts Intl

Fri 3/21

3:00 pm-2:50 pm

2 stops22h 50m

$450

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 4/5

12:42 pm-3:10 pm

Nonstop3h 28m

George Town Owen Roberts Intl

Sat 4/12

4:15 pm-8:38 pm

Nonstop3h 23m

$513

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Wed 4/2

4:35 pm-6:45 pm

1 stop27h 10m

George Town Owen Roberts Intl

Sat 4/5

11:30 am-9:35 pm

1 stop9h 05m

$514

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 4/5

2:35 pm-1:25 pm

1 stop23h 50m

George Town Owen Roberts Intl

Sun 4/13

2:40 pm-1:46 pm

1 stop22h 06m

$515

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Wed 5/28

8:40 pm-11:55 am

1 stop16h 15m

George Town Owen Roberts Intl

Mon 6/2

12:45 pm-8:53 am

1 stop19h 08m

$520

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Mon 3/17

6:00 am-11:38 am

1 stop6h 38m

George Town Owen Roberts Intl

Thu 3/20

1:03 pm-12:28 am

1 stop10h 25m

$528

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Fri 2/28

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Fri 3/7

2:50 pm-11:57 pm

1 stop9h 07m

$528

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 49 results
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Best time to book a flight from Maryland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maryland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Maryland to Cayman Islands

Get recent, data-driven insights about flights from Maryland to Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Maryland to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MD to KY?

Find hourly flight availability from Maryland to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Maryland to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated January 21, 2025.
Read reviews from past customers who have flown United Airlines, Southwest and American Airlines from Maryland to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,201 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Maryland to Cayman Islands one-way?

    $162 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and Air Canada, with prices starting from $169 and $176, respectively.

  • Can I find deals for flights from Maryland to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Maryland to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Cayman Islands.

  • Can I find deals for business class flights from Maryland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Maryland to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Maryland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Maryland to Cayman Islands

Discover the top 4 airlines that operate flights from Maryland to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$441Average$538FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$450Average$569FlexibilityNo cancel feeOn-time71%
DeltaCheapest$465Average$561FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$550Average$769FlexibilityNo cancel feeOn-time63%
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